# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Gareth Owen' 'Mairi F Haddow' 'Alex Hamilton' 'Nikolaos Tsoureas' _publ_contact_author_name 'Gareth Owen' _publ_contact_author_email GARETH.OWEN@BRISTOL.AC.UK _publ_section_title ; A New Family of Metallaboratrane Complexes Based on 7-Azaindole: B-H Activation Mediated by Carbon Monoxide. ; # Attachment 'Complex_5.cif' data_ntp82lrsad _database_code_depnum_ccdc_archive 'CCDC 713892' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H28 B Ir N6 O' _chemical_formula_sum 'C30 H28 B Ir N6 O' _chemical_formula_weight 691.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.2778(4) _cell_length_b 17.5888(7) _cell_length_c 15.9156(6) _cell_angle_alpha 90.00 _cell_angle_beta 93.999(2) _cell_angle_gamma 90.00 _cell_volume 2590.87(18) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3557 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 23.90 _exptl_crystal_description block _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.773 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1360 _exptl_absorpt_coefficient_mu 5.190 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5506 _exptl_absorpt_correction_T_max 0.8128 _exptl_absorpt_process_details 'SADABS V2008/1' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 23859 _diffrn_reflns_av_R_equivalents 0.0637 _diffrn_reflns_av_sigmaI/netI 0.0594 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5925 _reflns_number_gt 4502 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX II' _computing_cell_refinement 'Bruker APEX II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0423P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5925 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0601 _refine_ls_R_factor_gt 0.0385 _refine_ls_wR_factor_ref 0.0897 _refine_ls_wR_factor_gt 0.0814 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.40525(2) 0.257012(11) 0.347127(13) 0.01792(7) Uani 1 1 d . . . N1 N 0.5474(5) 0.1551(2) 0.4761(3) 0.0188(10) Uani 1 1 d . . . N2 N 0.6075(5) 0.1941(2) 0.3413(3) 0.0192(10) Uani 1 1 d . . . N3 N 0.3063(5) 0.1983(3) 0.5240(3) 0.0196(10) Uani 1 1 d . . . N4 N 0.2090(5) 0.3229(3) 0.5526(3) 0.0207(10) Uani 1 1 d . . . N5 N 0.5093(4) 0.2920(3) 0.5194(3) 0.0175(9) Uani 1 1 d . . . N6 N 0.5282(5) 0.3527(3) 0.3884(3) 0.0192(10) Uani 1 1 d . . . O1 O 0.2236(5) 0.1192(2) 0.3183(3) 0.0321(10) Uani 1 1 d . . . B1 B 0.4387(6) 0.2217(4) 0.4794(4) 0.0188(13) Uani 1 1 d . . . C1 C 0.2933(6) 0.1729(3) 0.3258(3) 0.0229(12) Uani 1 1 d . . . C2 C 0.6106(6) 0.1067(3) 0.5370(4) 0.0228(12) Uani 1 1 d . . . H2 H 0.5738 0.0975 0.5903 0.027 Uiso 1 1 calc R . . C3 C 0.7326(6) 0.0742(3) 0.5101(4) 0.0227(12) Uani 1 1 d . . . H3 H 0.7939 0.0391 0.5407 0.027 Uiso 1 1 calc R . . C4 C 0.7513(6) 0.1025(3) 0.4277(3) 0.0198(11) Uani 1 1 d . . . C5 C 0.6353(6) 0.1522(3) 0.4106(3) 0.0195(12) Uani 1 1 d . . . C6 C 0.8475(6) 0.0954(3) 0.3646(3) 0.0227(12) Uani 1 1 d . . . H6 H 0.9296 0.0631 0.3716 0.027 Uiso 1 1 calc R . . C7 C 0.8193(6) 0.1369(3) 0.2914(4) 0.0244(13) Uani 1 1 d . . . H7 H 0.8823 0.1320 0.2472 0.029 Uiso 1 1 calc R . . C8 C 0.7008(6) 0.1859(3) 0.2808(3) 0.0222(12) Uani 1 1 d . . . H8 H 0.6858 0.2139 0.2299 0.027 Uiso 1 1 calc R . . C9 C 0.2522(6) 0.1255(3) 0.5296(3) 0.0229(12) Uani 1 1 d . . . H9 H 0.3024 0.0810 0.5144 0.027 Uiso 1 1 calc R . . C10 C 0.1188(6) 0.1252(3) 0.5593(4) 0.0267(13) Uani 1 1 d . . . H10 H 0.0616 0.0818 0.5695 0.032 Uiso 1 1 calc R . . C11 C 0.0811(6) 0.2022(3) 0.5722(3) 0.0223(12) Uani 1 1 d . . . C12 C 0.2014(5) 0.2469(3) 0.5505(3) 0.0198(11) Uani 1 1 d . . . C13 C -0.0425(6) 0.2418(3) 0.5954(4) 0.0262(13) Uani 1 1 d . . . H13 H -0.1275 0.2157 0.6090 0.031 Uiso 1 1 calc R . . C14 C -0.0342(6) 0.3196(4) 0.5975(4) 0.0288(14) Uani 1 1 d . . . H14 H -0.1149 0.3482 0.6132 0.035 Uiso 1 1 calc R . . C15 C 0.0898(6) 0.3574(3) 0.5769(4) 0.0243(13) Uani 1 1 d . . . H15 H 0.0903 0.4114 0.5803 0.029 Uiso 1 1 calc R . . C16 C 0.5471(6) 0.3119(3) 0.6029(3) 0.0216(12) Uani 1 1 d . . . H16 H 0.5298 0.2810 0.6500 0.026 Uiso 1 1 calc R . . C17 C 0.6116(6) 0.3812(3) 0.6082(3) 0.0220(12) Uani 1 1 d . . . H17 H 0.6451 0.4068 0.6584 0.026 Uiso 1 1 calc R . . C18 C 0.6197(5) 0.4087(3) 0.5236(4) 0.0210(12) Uani 1 1 d . . . C19 C 0.5543(5) 0.3516(3) 0.4727(3) 0.0187(11) Uani 1 1 d . . . C20 C 0.6693(6) 0.4718(3) 0.4826(4) 0.0250(13) Uani 1 1 d . . . H20 H 0.7159 0.5125 0.5130 0.030 Uiso 1 1 calc R . . C21 C 0.6483(6) 0.4736(3) 0.3948(4) 0.0255(13) Uani 1 1 d . . . H21 H 0.6823 0.5162 0.3653 0.031 Uiso 1 1 calc R . . C22 C 0.5797(5) 0.4155(3) 0.3499(4) 0.0222(12) Uani 1 1 d . . . H22 H 0.5679 0.4192 0.2902 0.027 Uiso 1 1 calc R . . C23 C 0.2229(6) 0.3271(3) 0.3437(3) 0.0199(11) Uani 1 1 d . . . H23 H 0.2361 0.3660 0.3893 0.024 Uiso 1 1 calc R . . C24 C 0.2417(6) 0.3660(3) 0.2568(3) 0.0196(11) Uani 1 1 d . . . H24A H 0.3385 0.3526 0.2387 0.024 Uiso 1 1 calc R . . H24B H 0.1694 0.3440 0.2149 0.024 Uiso 1 1 calc R . . C25 C 0.2266(6) 0.4522(3) 0.2540(4) 0.0228(12) Uani 1 1 d . . . H25A H 0.2346 0.4693 0.1952 0.027 Uiso 1 1 calc R . . H25B H 0.3083 0.4748 0.2887 0.027 Uiso 1 1 calc R . . C26 C 0.0837(6) 0.4835(3) 0.2852(4) 0.0279(13) Uani 1 1 d . . . H26A H 0.0831 0.4755 0.3468 0.033 Uiso 1 1 calc R . . H26B H 0.0779 0.5389 0.2744 0.033 Uiso 1 1 calc R . . C27 C -0.0451(6) 0.4452(3) 0.2420(4) 0.0263(13) Uani 1 1 d . . . H27 H -0.0881 0.4676 0.1921 0.032 Uiso 1 1 calc R . . C28 C -0.1026(6) 0.3814(3) 0.2697(4) 0.0260(13) Uani 1 1 d . . . H28 H -0.1784 0.3585 0.2352 0.031 Uiso 1 1 calc R . . C29 C -0.0561(6) 0.3426(3) 0.3520(3) 0.0236(13) Uani 1 1 d . . . H29A H -0.1386 0.3128 0.3706 0.028 Uiso 1 1 calc R . . H29B H -0.0330 0.3822 0.3951 0.028 Uiso 1 1 calc R . . C30 C 0.0754(6) 0.2894(3) 0.3484(4) 0.0225(12) Uani 1 1 d . . . H30A H 0.0794 0.2565 0.3990 0.027 Uiso 1 1 calc R . . H30B H 0.0586 0.2559 0.2987 0.027 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.01814(10) 0.01866(12) 0.01705(11) -0.00129(9) 0.00175(7) 0.00068(9) N1 0.023(2) 0.017(2) 0.017(2) 0.0008(18) 0.0032(19) 0.0019(18) N2 0.020(2) 0.013(2) 0.024(3) -0.0026(18) 0.0016(19) 0.0012(17) N3 0.016(2) 0.021(3) 0.022(2) 0.0015(19) 0.0032(19) -0.0009(17) N4 0.022(2) 0.024(3) 0.017(2) -0.0023(19) 0.0056(19) -0.0023(19) N5 0.016(2) 0.020(2) 0.017(2) -0.0013(18) 0.0023(18) 0.0019(17) N6 0.018(2) 0.019(3) 0.021(2) 0.0015(19) 0.0030(19) 0.0023(18) O1 0.035(2) 0.024(2) 0.037(3) -0.0075(19) -0.002(2) -0.0025(19) B1 0.017(3) 0.019(3) 0.021(3) 0.000(2) 0.006(2) -0.001(2) C1 0.022(3) 0.026(3) 0.020(3) -0.010(2) -0.003(2) 0.004(2) C2 0.024(3) 0.021(3) 0.023(3) -0.001(2) 0.001(2) -0.002(2) C3 0.018(3) 0.023(3) 0.026(3) 0.000(2) -0.002(2) 0.002(2) C4 0.020(3) 0.013(3) 0.026(3) -0.004(2) -0.002(2) -0.001(2) C5 0.018(3) 0.017(3) 0.023(3) -0.004(2) 0.004(2) -0.003(2) C6 0.018(3) 0.025(3) 0.026(3) -0.010(2) 0.007(2) 0.000(2) C7 0.021(3) 0.022(3) 0.031(3) -0.004(2) 0.010(2) -0.002(2) C8 0.023(3) 0.025(3) 0.019(3) -0.003(2) 0.005(2) -0.006(2) C9 0.025(3) 0.020(3) 0.024(3) -0.001(2) 0.000(2) 0.000(2) C10 0.022(3) 0.026(3) 0.032(3) 0.005(3) 0.003(3) -0.009(2) C11 0.018(3) 0.027(3) 0.022(3) 0.005(2) -0.001(2) -0.005(2) C12 0.016(2) 0.027(3) 0.015(2) -0.005(2) -0.0012(19) -0.001(2) C13 0.017(2) 0.040(4) 0.022(3) 0.005(3) 0.005(2) -0.002(2) C14 0.022(3) 0.040(4) 0.024(3) -0.005(3) 0.002(2) 0.006(3) C15 0.023(3) 0.024(3) 0.026(3) -0.002(2) 0.001(2) 0.006(2) C16 0.019(3) 0.028(3) 0.019(3) -0.002(2) 0.003(2) 0.005(2) C17 0.023(3) 0.028(3) 0.015(3) -0.005(2) -0.001(2) 0.007(2) C18 0.012(3) 0.022(3) 0.029(3) -0.002(2) 0.001(2) 0.005(2) C19 0.013(3) 0.024(3) 0.019(3) -0.001(2) 0.004(2) 0.000(2) C20 0.014(3) 0.028(3) 0.032(3) -0.005(3) -0.001(2) 0.002(2) C21 0.017(3) 0.021(3) 0.038(4) 0.005(3) 0.005(3) -0.001(2) C22 0.015(3) 0.024(3) 0.028(3) 0.008(2) 0.001(2) 0.001(2) C23 0.018(3) 0.020(3) 0.022(3) -0.001(2) 0.002(2) 0.003(2) C24 0.021(3) 0.023(3) 0.015(3) -0.001(2) 0.002(2) 0.005(2) C25 0.025(3) 0.019(3) 0.024(3) 0.000(2) 0.002(2) -0.005(2) C26 0.034(3) 0.017(3) 0.033(4) -0.001(2) 0.008(3) 0.007(2) C27 0.025(3) 0.030(3) 0.024(3) -0.002(2) 0.007(2) 0.011(2) C28 0.016(3) 0.036(4) 0.026(3) -0.005(3) 0.001(2) 0.006(2) C29 0.017(3) 0.035(4) 0.020(3) 0.001(2) 0.005(2) 0.002(2) C30 0.022(3) 0.022(3) 0.024(3) 0.000(2) 0.003(2) -0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C1 1.826(6) . ? Ir1 C23 2.091(5) . ? Ir1 N6 2.112(5) . ? Ir1 N2 2.186(4) . ? Ir1 B1 2.196(6) . ? N1 C5 1.368(6) . ? N1 C2 1.389(7) . ? N1 B1 1.549(7) . ? N2 C5 1.337(7) . ? N2 C8 1.346(6) . ? N3 C9 1.381(7) . ? N3 C12 1.384(6) . ? N3 B1 1.518(7) . ? N4 C12 1.337(7) . ? N4 C15 1.343(7) . ? N5 C19 1.366(7) . ? N5 C16 1.396(7) . ? N5 B1 1.519(8) . ? N6 C19 1.347(7) . ? N6 C22 1.365(7) . ? O1 C1 1.146(7) . ? C2 C3 1.363(7) . ? C2 H2 0.9500 . ? C3 C4 1.425(8) . ? C3 H3 0.9500 . ? C4 C6 1.394(7) . ? C4 C5 1.400(7) . ? C6 C7 1.385(8) . ? C6 H6 0.9500 . ? C7 C8 1.398(8) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.356(8) . ? C9 H9 0.9500 . ? C10 C11 1.418(8) . ? C10 H10 0.9500 . ? C11 C13 1.413(7) . ? C11 C12 1.427(7) . ? C13 C14 1.370(8) . ? C13 H13 0.9500 . ? C14 C15 1.387(8) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C17 1.358(8) . ? C16 H16 0.9500 . ? C17 C18 1.437(8) . ? C17 H17 0.9500 . ? C18 C20 1.383(8) . ? C18 C19 1.401(8) . ? C20 C21 1.397(8) . ? C20 H20 0.9500 . ? C21 C22 1.379(8) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C30 1.527(7) . ? C23 C24 1.564(7) . ? C23 H23 1.0000 . ? C24 C25 1.524(7) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.549(7) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.497(8) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.331(8) . ? C27 H27 0.9500 . ? C28 C29 1.512(8) . ? C28 H28 0.9500 . ? C29 C30 1.542(7) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ir1 C23 91.4(2) . . ? C1 Ir1 N6 172.5(2) . . ? C23 Ir1 N6 87.55(19) . . ? C1 Ir1 N2 93.5(2) . . ? C23 Ir1 N2 173.09(19) . . ? N6 Ir1 N2 88.26(16) . . ? C1 Ir1 B1 89.4(2) . . ? C23 Ir1 B1 104.6(2) . . ? N6 Ir1 B1 83.7(2) . . ? N2 Ir1 B1 80.42(19) . . ? C5 N1 C2 105.3(4) . . ? C5 N1 B1 118.5(4) . . ? C2 N1 B1 133.2(4) . . ? C5 N2 C8 115.8(5) . . ? C5 N2 Ir1 111.1(3) . . ? C8 N2 Ir1 133.0(4) . . ? C9 N3 C12 106.7(4) . . ? C9 N3 B1 126.2(5) . . ? C12 N3 B1 125.7(5) . . ? C12 N4 C15 114.6(5) . . ? C19 N5 C16 105.0(5) . . ? C19 N5 B1 122.4(5) . . ? C16 N5 B1 132.5(5) . . ? C19 N6 C22 114.5(5) . . ? C19 N6 Ir1 110.7(3) . . ? C22 N6 Ir1 134.7(4) . . ? N3 B1 N5 111.4(4) . . ? N3 B1 N1 111.1(4) . . ? N5 B1 N1 111.6(4) . . ? N3 B1 Ir1 117.4(4) . . ? N5 B1 Ir1 101.5(4) . . ? N1 B1 Ir1 103.3(3) . . ? O1 C1 Ir1 175.3(5) . . ? C3 C2 N1 111.0(5) . . ? C3 C2 H2 124.5 . . ? N1 C2 H2 124.5 . . ? C2 C3 C4 107.4(5) . . ? C2 C3 H3 126.3 . . ? C4 C3 H3 126.3 . . ? C6 C4 C5 116.0(5) . . ? C6 C4 C3 139.2(5) . . ? C5 C4 C3 104.8(5) . . ? N2 C5 N1 121.2(5) . . ? N2 C5 C4 127.3(5) . . ? N1 C5 C4 111.5(5) . . ? C7 C6 C4 117.7(5) . . ? C7 C6 H6 121.1 . . ? C4 C6 H6 121.1 . . ? C6 C7 C8 121.9(5) . . ? C6 C7 H7 119.1 . . ? C8 C7 H7 119.1 . . ? N2 C8 C7 121.3(5) . . ? N2 C8 H8 119.4 . . ? C7 C8 H8 119.4 . . ? C10 C9 N3 111.7(5) . . ? C10 C9 H9 124.1 . . ? N3 C9 H9 124.1 . . ? C9 C10 C11 106.7(5) . . ? C9 C10 H10 126.6 . . ? C11 C10 H10 126.6 . . ? C13 C11 C10 136.2(5) . . ? C13 C11 C12 117.0(5) . . ? C10 C11 C12 106.7(5) . . ? N4 C12 N3 126.0(4) . . ? N4 C12 C11 125.8(5) . . ? N3 C12 C11 108.1(5) . . ? C14 C13 C11 116.9(5) . . ? C14 C13 H13 121.5 . . ? C11 C13 H13 121.5 . . ? C13 C14 C15 121.3(5) . . ? C13 C14 H14 119.4 . . ? C15 C14 H14 119.4 . . ? N4 C15 C14 124.3(5) . . ? N4 C15 H15 117.8 . . ? C14 C15 H15 117.8 . . ? C17 C16 N5 111.4(5) . . ? C17 C16 H16 124.3 . . ? N5 C16 H16 124.3 . . ? C16 C17 C18 107.2(5) . . ? C16 C17 H17 126.4 . . ? C18 C17 H17 126.4 . . ? C20 C18 C19 116.6(5) . . ? C20 C18 C17 138.8(6) . . ? C19 C18 C17 104.6(5) . . ? N6 C19 N5 120.8(5) . . ? N6 C19 C18 127.3(5) . . ? N5 C19 C18 111.8(5) . . ? C18 C20 C21 117.5(5) . . ? C18 C20 H20 121.2 . . ? C21 C20 H20 121.2 . . ? C22 C21 C20 122.0(5) . . ? C22 C21 H21 119.0 . . ? C20 C21 H21 119.0 . . ? N6 C22 C21 122.0(5) . . ? N6 C22 H22 119.0 . . ? C21 C22 H22 119.0 . . ? C30 C23 C24 112.9(5) . . ? C30 C23 Ir1 118.0(4) . . ? C24 C23 Ir1 98.1(3) . . ? C30 C23 H23 109.1 . . ? C24 C23 H23 109.1 . . ? Ir1 C23 H23 109.1 . . ? C25 C24 C23 116.5(4) . . ? C25 C24 H24A 108.2 . . ? C23 C24 H24A 108.2 . . ? C25 C24 H24B 108.2 . . ? C23 C24 H24B 108.2 . . ? H24A C24 H24B 107.3 . . ? C24 C25 C26 115.1(4) . . ? C24 C25 H25A 108.5 . . ? C26 C25 H25A 108.5 . . ? C24 C25 H25B 108.5 . . ? C26 C25 H25B 108.5 . . ? H25A C25 H25B 107.5 . . ? C27 C26 C25 111.4(5) . . ? C27 C26 H26A 109.3 . . ? C25 C26 H26A 109.3 . . ? C27 C26 H26B 109.3 . . ? C25 C26 H26B 109.3 . . ? H26A C26 H26B 108.0 . . ? C28 C27 C26 123.6(6) . . ? C28 C27 H27 118.2 . . ? C26 C27 H27 118.2 . . ? C27 C28 C29 124.7(6) . . ? C27 C28 H28 117.6 . . ? C29 C28 H28 117.6 . . ? C28 C29 C30 114.8(4) . . ? C28 C29 H29A 108.6 . . ? C30 C29 H29A 108.6 . . ? C28 C29 H29B 108.6 . . ? C30 C29 H29B 108.6 . . ? H29A C29 H29B 107.5 . . ? C23 C30 C29 116.9(5) . . ? C23 C30 H30A 108.1 . . ? C29 C30 H30A 108.1 . . ? C23 C30 H30B 108.1 . . ? C29 C30 H30B 108.1 . . ? H30A C30 H30B 107.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Ir1 N2 C5 -75.0(4) . . . . ? N6 Ir1 N2 C5 97.7(4) . . . . ? B1 Ir1 N2 C5 13.8(4) . . . . ? C1 Ir1 N2 C8 99.8(5) . . . . ? N6 Ir1 N2 C8 -87.5(5) . . . . ? B1 Ir1 N2 C8 -171.4(5) . . . . ? C23 Ir1 N6 C19 98.5(4) . . . . ? N2 Ir1 N6 C19 -87.0(4) . . . . ? B1 Ir1 N6 C19 -6.4(4) . . . . ? C23 Ir1 N6 C22 -77.8(5) . . . . ? N2 Ir1 N6 C22 96.7(5) . . . . ? B1 Ir1 N6 C22 177.3(5) . . . . ? C9 N3 B1 N5 -151.7(5) . . . . ? C12 N3 B1 N5 43.1(7) . . . . ? C9 N3 B1 N1 -26.7(8) . . . . ? C12 N3 B1 N1 168.2(5) . . . . ? C9 N3 B1 Ir1 91.9(6) . . . . ? C12 N3 B1 Ir1 -73.2(6) . . . . ? C19 N5 B1 N3 -134.9(5) . . . . ? C16 N5 B1 N3 47.2(8) . . . . ? C19 N5 B1 N1 100.3(6) . . . . ? C16 N5 B1 N1 -77.6(6) . . . . ? C19 N5 B1 Ir1 -9.1(5) . . . . ? C16 N5 B1 Ir1 172.9(4) . . . . ? C5 N1 B1 N3 151.3(5) . . . . ? C2 N1 B1 N3 -51.6(8) . . . . ? C5 N1 B1 N5 -83.7(6) . . . . ? C2 N1 B1 N5 73.4(7) . . . . ? C5 N1 B1 Ir1 24.6(5) . . . . ? C2 N1 B1 Ir1 -178.3(5) . . . . ? C1 Ir1 B1 N3 -47.8(4) . . . . ? C23 Ir1 B1 N3 43.5(5) . . . . ? N6 Ir1 B1 N3 129.3(4) . . . . ? N2 Ir1 B1 N3 -141.4(4) . . . . ? C1 Ir1 B1 N5 -169.4(3) . . . . ? C23 Ir1 B1 N5 -78.2(3) . . . . ? N6 Ir1 B1 N5 7.6(3) . . . . ? N2 Ir1 B1 N5 96.9(3) . . . . ? C1 Ir1 B1 N1 74.9(4) . . . . ? C23 Ir1 B1 N1 166.1(3) . . . . ? N6 Ir1 B1 N1 -108.1(3) . . . . ? N2 Ir1 B1 N1 -18.8(3) . . . . ? C5 N1 C2 C3 -0.7(6) . . . . ? B1 N1 C2 C3 -160.0(5) . . . . ? N1 C2 C3 C4 0.2(6) . . . . ? C2 C3 C4 C6 179.4(7) . . . . ? C2 C3 C4 C5 0.4(6) . . . . ? C8 N2 C5 N1 -179.3(5) . . . . ? Ir1 N2 C5 N1 -3.5(6) . . . . ? C8 N2 C5 C4 1.4(8) . . . . ? Ir1 N2 C5 C4 177.2(5) . . . . ? C2 N1 C5 N2 -178.4(5) . . . . ? B1 N1 C5 N2 -15.5(8) . . . . ? C2 N1 C5 C4 1.0(6) . . . . ? B1 N1 C5 C4 163.9(5) . . . . ? C6 C4 C5 N2 -0.8(8) . . . . ? C3 C4 C5 N2 178.5(5) . . . . ? C6 C4 C5 N1 179.9(5) . . . . ? C3 C4 C5 N1 -0.8(6) . . . . ? C5 C4 C6 C7 -0.6(7) . . . . ? C3 C4 C6 C7 -179.6(6) . . . . ? C4 C6 C7 C8 1.4(8) . . . . ? C5 N2 C8 C7 -0.6(8) . . . . ? Ir1 N2 C8 C7 -175.2(4) . . . . ? C6 C7 C8 N2 -0.8(9) . . . . ? C12 N3 C9 C10 -0.8(6) . . . . ? B1 N3 C9 C10 -168.3(5) . . . . ? N3 C9 C10 C11 1.4(7) . . . . ? C9 C10 C11 C13 174.4(7) . . . . ? C9 C10 C11 C12 -1.5(6) . . . . ? C15 N4 C12 N3 176.8(5) . . . . ? C15 N4 C12 C11 -0.7(8) . . . . ? C9 N3 C12 N4 -178.1(5) . . . . ? B1 N3 C12 N4 -10.6(9) . . . . ? C9 N3 C12 C11 -0.2(6) . . . . ? B1 N3 C12 C11 167.3(5) . . . . ? C13 C11 C12 N4 2.2(8) . . . . ? C10 C11 C12 N4 179.0(5) . . . . ? C13 C11 C12 N3 -175.8(5) . . . . ? C10 C11 C12 N3 1.0(6) . . . . ? C10 C11 C13 C14 -177.5(6) . . . . ? C12 C11 C13 C14 -1.9(8) . . . . ? C11 C13 C14 C15 0.5(9) . . . . ? C12 N4 C15 C14 -0.9(8) . . . . ? C13 C14 C15 N4 1.0(10) . . . . ? C19 N5 C16 C17 0.6(6) . . . . ? B1 N5 C16 C17 178.7(5) . . . . ? N5 C16 C17 C18 -1.0(6) . . . . ? C16 C17 C18 C20 -180.0(6) . . . . ? C16 C17 C18 C19 1.0(6) . . . . ? C22 N6 C19 N5 -179.8(5) . . . . ? Ir1 N6 C19 N5 3.1(6) . . . . ? C22 N6 C19 C18 3.8(8) . . . . ? Ir1 N6 C19 C18 -173.3(4) . . . . ? C16 N5 C19 N6 -176.8(4) . . . . ? B1 N5 C19 N6 4.8(7) . . . . ? C16 N5 C19 C18 0.1(6) . . . . ? B1 N5 C19 C18 -178.3(4) . . . . ? C20 C18 C19 N6 -3.3(8) . . . . ? C17 C18 C19 N6 176.0(5) . . . . ? C20 C18 C19 N5 -180.0(5) . . . . ? C17 C18 C19 N5 -0.7(6) . . . . ? C19 C18 C20 C21 0.9(7) . . . . ? C17 C18 C20 C21 -178.1(6) . . . . ? C18 C20 C21 C22 0.6(8) . . . . ? C19 N6 C22 C21 -2.0(7) . . . . ? Ir1 N6 C22 C21 174.1(4) . . . . ? C20 C21 C22 N6 0.0(8) . . . . ? C1 Ir1 C23 C30 14.7(4) . . . . ? N6 Ir1 C23 C30 -157.9(4) . . . . ? B1 Ir1 C23 C30 -75.0(4) . . . . ? C1 Ir1 C23 C24 -106.7(3) . . . . ? N6 Ir1 C23 C24 80.8(3) . . . . ? B1 Ir1 C23 C24 163.6(3) . . . . ? C30 C23 C24 C25 102.5(6) . . . . ? Ir1 C23 C24 C25 -132.4(4) . . . . ? C23 C24 C25 C26 -54.7(7) . . . . ? C24 C25 C26 C27 -51.8(7) . . . . ? C25 C26 C27 C28 88.2(7) . . . . ? C26 C27 C28 C29 6.0(9) . . . . ? C27 C28 C29 C30 -84.1(7) . . . . ? C24 C23 C30 C29 -70.7(6) . . . . ? Ir1 C23 C30 C29 175.9(4) . . . . ? C28 C29 C30 C23 73.8(7) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.636 _refine_diff_density_min -1.282 _refine_diff_density_rms 0.166 # Attachment 'Complex_6.cif' data_nt_irb_0m _database_code_depnum_ccdc_archive 'CCDC 713893' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C39 H37 B Ir N7 O, C7 H8' _chemical_formula_sum 'C46 H45 B Ir N7 O' _chemical_formula_weight 914.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21 _chemical_absolute_configuration rm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.75060(10) _cell_length_b 14.8856(2) _cell_length_c 14.0027(2) _cell_angle_alpha 90.00 _cell_angle_beta 104.9800(10) _cell_angle_gamma 90.00 _cell_volume 1963.33(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9990 _cell_measurement_theta_min 3.012 _cell_measurement_theta_max 29.9815 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.548 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 3.447 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8296 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details 'sadabs - bruker 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-AXS Kappa' _diffrn_measurement_method '\w & \f scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30024 _diffrn_reflns_av_R_equivalents 0.0363 _diffrn_reflns_av_sigmaI/netI 0.0600 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 30.57 _reflns_number_total 11606 _reflns_number_gt 10471 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex II (Bruker-AXS, 2007)' _computing_cell_refinement 'Apex II (Bruker-AXS, 2007)' _computing_data_reduction ; SAINT v7.34A (Bruker-AXS, 2007) & XPREP v2005/4 (Bruker-AXS, 2005) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.004(4) _refine_ls_number_reflns 11606 _refine_ls_number_parameters 508 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0305 _refine_ls_R_factor_gt 0.0252 _refine_ls_wR_factor_ref 0.0505 _refine_ls_wR_factor_gt 0.0485 _refine_ls_goodness_of_fit_ref 0.891 _refine_ls_restrained_S_all 0.891 _refine_ls_shift/su_max 0.010 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.492501(10) 0.900707(12) 0.614308(6) 0.01115(3) Uani 1 1 d . . . N1 N 0.3901(3) 0.77711(16) 0.62287(18) 0.0127(5) Uani 1 1 d . . . N2 N 0.4195(3) 0.81896(18) 0.7896(2) 0.0123(6) Uani 1 1 d . . . N3 N 0.6906(3) 0.82566(16) 0.66722(18) 0.0139(5) Uani 1 1 d . . . N4 N 0.6696(3) 0.87843(14) 0.82175(17) 0.0126(5) Uani 1 1 d . . . N5 N 0.2333(3) 0.95710(18) 0.8415(2) 0.0190(6) Uani 1 1 d . . . N6 N 0.4734(3) 0.98457(18) 0.8301(2) 0.0132(6) Uani 1 1 d . . . N7 N 0.4966(2) 0.9058(5) 0.38509(14) 0.0144(5) Uani 1 1 d . . . O1 O 0.6306(3) 1.08099(15) 0.63950(17) 0.0230(5) Uani 1 1 d . . . B1 B 0.5095(3) 0.9021(5) 0.77567(19) 0.0135(5) Uani 1 1 d . . . C1 C 0.3424(3) 0.7130(2) 0.5552(2) 0.0147(6) Uani 1 1 d . . . H1 H 0.3519 0.7211 0.4914 0.018 Uiso 1 1 calc R . . C2 C 0.2786(4) 0.6344(2) 0.5775(2) 0.0181(7) Uani 1 1 d . . . H2 H 0.2449 0.5921 0.5282 0.022 Uiso 1 1 calc R . . C3 C 0.2650(3) 0.6187(2) 0.6723(2) 0.0186(7) Uani 1 1 d . . . H3 H 0.2240 0.5658 0.6872 0.022 Uiso 1 1 calc R . . C4 C 0.3135(3) 0.6831(2) 0.7442(2) 0.0143(6) Uani 1 1 d . . . C5 C 0.3748(3) 0.76160(19) 0.7137(2) 0.0123(6) Uani 1 1 d . . . C6 C 0.3280(4) 0.6962(2) 0.8481(3) 0.0156(7) Uani 1 1 d . . . H6 H 0.2999 0.6568 0.8910 0.019 Uiso 1 1 calc R . . C7 C 0.3918(4) 0.7787(3) 0.8716(3) 0.0148(8) Uani 1 1 d . . . H7 H 0.4133 0.8041 0.9344 0.018 Uiso 1 1 calc R . . C8 C 0.7694(3) 0.7753(2) 0.6221(2) 0.0166(6) Uani 1 1 d . . . H8 H 0.7370 0.7660 0.5544 0.020 Uiso 1 1 calc R . . C9 C 0.8972(4) 0.7367(2) 0.6722(3) 0.0200(7) Uani 1 1 d . . . H9 H 0.9489 0.7037 0.6371 0.024 Uiso 1 1 calc R . . C10 C 0.9491(3) 0.7463(2) 0.7736(2) 0.0185(7) Uani 1 1 d . . . H10 H 1.0359 0.7216 0.8069 0.022 Uiso 1 1 calc R . . C11 C 0.8667(3) 0.7943(2) 0.8240(2) 0.0157(6) Uani 1 1 d . . . C12 C 0.7410(3) 0.83236(19) 0.7659(2) 0.0140(6) Uani 1 1 d . . . C13 C 0.8705(4) 0.8184(2) 0.9230(2) 0.0193(7) Uani 1 1 d . . . H13 H 0.9408 0.8036 0.9795 0.023 Uiso 1 1 calc R . . C14 C 0.7506(3) 0.8678(2) 0.9188(2) 0.0180(6) Uani 1 1 d . . . H14 H 0.7263 0.8913 0.9738 0.022 Uiso 1 1 calc R . . C15 C 0.1258(4) 0.9945(2) 0.8700(3) 0.0236(7) Uani 1 1 d . . . H15 H 0.0441 0.9604 0.8637 0.028 Uiso 1 1 calc R . . C16 C 0.1272(4) 1.0813(2) 0.9086(3) 0.0272(8) Uani 1 1 d . . . H16 H 0.0483 1.1031 0.9269 0.033 Uiso 1 1 calc R . . C17 C 0.2465(4) 1.1346(2) 0.9195(2) 0.0254(8) Uani 1 1 d . . . H17 H 0.2496 1.1925 0.9447 0.030 Uiso 1 1 calc R . . C18 C 0.3626(4) 1.0980(2) 0.8911(3) 0.0189(8) Uani 1 1 d . . . C19 C 0.3474(4) 1.0095(3) 0.8524(3) 0.0161(8) Uani 1 1 d . . . C20 C 0.5006(4) 1.1271(2) 0.8919(2) 0.0216(7) Uani 1 1 d . . . H20 H 0.5408 1.1827 0.9131 0.026 Uiso 1 1 calc R . . C21 C 0.5640(4) 1.0576(2) 0.8556(2) 0.0176(7) Uani 1 1 d . . . H21 H 0.6563 1.0592 0.8488 0.021 Uiso 1 1 calc R . . C22 C 0.2823(3) 0.95600(19) 0.5825(2) 0.0127(6) Uani 1 1 d . . . H22 H 0.2443 0.9383 0.6381 0.015 Uiso 1 1 calc R . . C23 C 0.1824(3) 0.9137(3) 0.4904(2) 0.0141(7) Uani 1 1 d . . . H23A H 0.1562 0.9595 0.4397 0.017 Uiso 1 1 calc R . . H23B H 0.2341 0.8674 0.4656 0.017 Uiso 1 1 calc R . . C24 C 0.0458(3) 0.8720(2) 0.5064(2) 0.0188(7) Uani 1 1 d . . . H24A H 0.0074 0.8308 0.4525 0.023 Uiso 1 1 calc R . . H24B H 0.0702 0.8372 0.5670 0.023 Uiso 1 1 calc R . . C25 C -0.0700(3) 0.9393(2) 0.5127(2) 0.0198(7) Uani 1 1 d . . . H25A H -0.0827 0.9812 0.4581 0.024 Uiso 1 1 calc R . . H25B H -0.1587 0.9071 0.5051 0.024 Uiso 1 1 calc R . . C26 C -0.0387(3) 0.9915(2) 0.6082(2) 0.0207(7) Uani 1 1 d . . . H26 H -0.0810 0.9723 0.6570 0.025 Uiso 1 1 calc R . . C27 C 0.0459(4) 1.0636(2) 0.6272(2) 0.0206(7) Uani 1 1 d . . . H27 H 0.0546 1.0932 0.6870 0.025 Uiso 1 1 calc R . . C28 C 0.1268(4) 1.0993(2) 0.5591(2) 0.0197(7) Uani 1 1 d . . . H28A H 0.1334 1.1642 0.5658 0.024 Uiso 1 1 calc R . . H28B H 0.0759 1.0856 0.4915 0.024 Uiso 1 1 calc R . . C29 C 0.2776(4) 1.0595(2) 0.5803(2) 0.0167(6) Uani 1 1 d . . . H29A H 0.3222 1.0805 0.5300 0.020 Uiso 1 1 calc R . . H29B H 0.3330 1.0821 0.6435 0.020 Uiso 1 1 calc R . . C30 C 0.5782(3) 1.0119(2) 0.6300(2) 0.0156(6) Uani 1 1 d . . . C31 C 0.4871(3) 0.8936(4) 0.46481(19) 0.0139(7) Uani 1 1 d . . . C32 C 0.5076(3) 0.92403(18) 0.2889(2) 0.0138(7) Uani 1 1 d . . . C33 C 0.5860(3) 0.8635(2) 0.2470(2) 0.0172(6) Uani 1 1 d . . . C34 C 0.6537(4) 0.7824(2) 0.3034(2) 0.0240(8) Uani 1 1 d . . . H34A H 0.7036 0.7492 0.2642 0.036 Uiso 1 1 calc R . . H34B H 0.5817 0.7451 0.3184 0.036 Uiso 1 1 calc R . . H34C H 0.7192 0.8011 0.3638 0.036 Uiso 1 1 calc R . . C35 C 0.5953(3) 0.88187(19) 0.1515(2) 0.0176(8) Uani 1 1 d . . . H35 H 0.6464 0.8437 0.1209 0.021 Uiso 1 1 calc R . . C36 C 0.5286(4) 0.9571(2) 0.1014(2) 0.0214(7) Uani 1 1 d . . . H36 H 0.5351 0.9685 0.0374 0.026 Uiso 1 1 calc R . . C37 C 0.4524(4) 1.0156(2) 0.1455(2) 0.0184(7) Uani 1 1 d . . . H37 H 0.4089 1.0656 0.1107 0.022 Uiso 1 1 calc R . . C38 C 0.4402(3) 1.0002(2) 0.2412(2) 0.0151(6) Uani 1 1 d . . . C39 C 0.3568(4) 1.0619(2) 0.2893(2) 0.0209(7) Uani 1 1 d . . . H39A H 0.2801 1.0293 0.3045 0.031 Uiso 1 1 calc R . . H39B H 0.3191 1.1104 0.2451 0.031 Uiso 1 1 calc R . . H39C H 0.4176 1.0856 0.3492 0.031 Uiso 1 1 calc R . . C40 C -0.0455(6) 1.0057(3) 0.1469(4) 0.0555(13) Uani 1 1 d . . . H40A H -0.1454 0.9941 0.1347 0.083 Uiso 1 1 calc R . . H40B H -0.0267 1.0339 0.0900 0.083 Uiso 1 1 calc R . . H40C H -0.0157 1.0447 0.2031 0.083 Uiso 1 1 calc R . . C41 C 0.0346(4) 0.9187(3) 0.1673(3) 0.0360(12) Uani 1 1 d . . . C42 C 0.1391(3) 0.8979(5) 0.1218(2) 0.0361(8) Uani 1 1 d . . . H42 H 0.1608 0.9382 0.0771 0.043 Uiso 1 1 calc R . . C43 C 0.2122(5) 0.8185(3) 0.1413(4) 0.0476(12) Uani 1 1 d . . . H43 H 0.2827 0.8055 0.1096 0.057 Uiso 1 1 calc R . . C44 C 0.1825(6) 0.7576(3) 0.2074(4) 0.0543(14) Uani 1 1 d . . . H44 H 0.2314 0.7034 0.2195 0.065 Uiso 1 1 calc R . . C45 C 0.0809(6) 0.7777(3) 0.2544(4) 0.0560(14) Uani 1 1 d . . . H45 H 0.0625 0.7383 0.3012 0.067 Uiso 1 1 calc R . . C46 C 0.0033(5) 0.8582(3) 0.2323(3) 0.0414(11) Uani 1 1 d . . . H46 H -0.0696 0.8703 0.2620 0.050 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.01291(5) 0.01124(4) 0.00962(4) -0.00017(9) 0.00351(3) -0.00062(9) N1 0.0104(13) 0.0133(12) 0.0135(12) -0.0012(10) 0.0012(10) -0.0002(10) N2 0.0129(16) 0.0127(12) 0.0119(13) -0.0020(11) 0.0042(11) -0.0004(11) N3 0.0144(14) 0.0124(12) 0.0154(12) -0.0004(10) 0.0047(11) -0.0022(10) N4 0.0130(12) 0.0125(14) 0.0128(11) 0.0006(8) 0.0039(9) -0.0007(9) N5 0.0196(15) 0.0211(13) 0.0173(13) 0.0014(11) 0.0069(12) 0.0036(12) N6 0.0160(16) 0.0132(12) 0.0119(14) 0.0009(11) 0.0064(12) 0.0001(12) N7 0.0153(11) 0.0158(13) 0.0121(9) -0.0004(17) 0.0035(8) 0.0013(17) O1 0.0264(14) 0.0189(11) 0.0250(13) -0.0013(10) 0.0093(11) -0.0080(10) B1 0.0152(14) 0.0137(12) 0.0129(12) 0.006(3) 0.0059(10) 0.000(3) C1 0.0168(17) 0.0144(14) 0.0113(14) -0.0010(11) 0.0010(13) 0.0003(12) C2 0.0173(17) 0.0152(15) 0.0202(16) -0.0044(12) 0.0022(13) -0.0026(13) C3 0.0173(17) 0.0144(14) 0.0230(16) 0.0009(13) 0.0031(14) -0.0032(13) C4 0.0114(16) 0.0136(14) 0.0180(15) 0.0022(12) 0.0039(13) 0.0023(12) C5 0.0097(15) 0.0128(13) 0.0143(14) -0.0001(11) 0.0032(12) 0.0012(11) C6 0.0137(19) 0.0154(16) 0.0177(17) 0.0017(14) 0.0040(15) -0.0001(13) C7 0.013(2) 0.0182(17) 0.0133(17) -0.0017(13) 0.0032(15) 0.0016(14) C8 0.0171(17) 0.0165(15) 0.0173(15) -0.0025(12) 0.0063(13) -0.0025(13) C9 0.0201(18) 0.0147(15) 0.0292(18) -0.0019(13) 0.0135(15) 0.0001(13) C10 0.0129(17) 0.0148(14) 0.0262(17) 0.0032(13) 0.0018(14) 0.0007(12) C11 0.0142(16) 0.0131(14) 0.0195(15) 0.0025(12) 0.0041(13) -0.0008(12) C12 0.0135(16) 0.0112(13) 0.0166(14) -0.0001(11) 0.0026(12) -0.0029(12) C13 0.0170(18) 0.0198(16) 0.0176(15) 0.0032(13) -0.0018(13) -0.0003(13) C14 0.0178(17) 0.0213(14) 0.0145(14) -0.0007(12) 0.0032(13) -0.0030(12) C15 0.0210(19) 0.0264(18) 0.0265(18) 0.0054(14) 0.0120(15) 0.0053(15) C16 0.034(2) 0.0280(18) 0.0248(18) 0.0091(15) 0.0173(17) 0.0146(16) C17 0.041(2) 0.0196(16) 0.0187(16) 0.0017(13) 0.0134(16) 0.0080(16) C18 0.028(2) 0.0148(15) 0.0145(16) 0.0057(14) 0.0058(16) 0.0090(14) C19 0.018(2) 0.0175(17) 0.0131(17) 0.0044(14) 0.0054(16) 0.0050(15) C20 0.033(2) 0.0140(14) 0.0171(15) -0.0003(12) 0.0058(15) -0.0012(14) C21 0.0211(18) 0.0159(15) 0.0171(15) -0.0002(12) 0.0073(14) -0.0011(13) C22 0.0132(16) 0.0107(13) 0.0145(14) 0.0013(11) 0.0043(12) 0.0011(11) C23 0.0155(14) 0.011(2) 0.0149(12) 0.0001(12) 0.0031(10) 0.0005(12) C24 0.0161(17) 0.0169(14) 0.0213(15) 0.0003(12) 0.0013(13) -0.0022(12) C25 0.0101(16) 0.0221(15) 0.0264(17) 0.0061(13) 0.0034(13) -0.0015(13) C26 0.0173(18) 0.0243(17) 0.0226(17) 0.0061(14) 0.0090(15) 0.0045(13) C27 0.0195(18) 0.0236(17) 0.0191(16) 0.0020(13) 0.0058(14) 0.0119(14) C28 0.0218(18) 0.0170(15) 0.0190(16) 0.0011(13) 0.0030(14) 0.0033(13) C29 0.0195(18) 0.0134(14) 0.0170(15) -0.0003(12) 0.0044(14) 0.0010(13) C30 0.0161(17) 0.0175(15) 0.0137(14) 0.0028(12) 0.0052(13) 0.0017(13) C31 0.0099(12) 0.0121(18) 0.0187(12) -0.0010(17) 0.0017(10) -0.0021(17) C32 0.0155(15) 0.0170(17) 0.0088(12) -0.0005(10) 0.0029(11) -0.0025(11) C33 0.0191(17) 0.0166(14) 0.0160(14) -0.0031(12) 0.0049(13) -0.0002(13) C34 0.031(2) 0.0227(17) 0.0192(16) 0.0023(13) 0.0087(15) 0.0074(15) C35 0.0196(16) 0.020(2) 0.0149(13) -0.0009(11) 0.0079(12) 0.0051(12) C36 0.028(2) 0.0258(17) 0.0134(15) 0.0037(13) 0.0106(15) 0.0037(15) C37 0.0211(18) 0.0179(15) 0.0153(15) 0.0066(12) 0.0028(14) 0.0028(13) C38 0.0143(16) 0.0149(14) 0.0153(14) -0.0012(12) 0.0027(12) -0.0012(12) C39 0.0212(19) 0.0213(16) 0.0204(16) 0.0010(13) 0.0056(14) 0.0028(14) C40 0.054(3) 0.036(2) 0.064(3) -0.011(2) -0.008(3) 0.006(2) C41 0.040(2) 0.034(3) 0.0290(18) -0.0073(17) 0.0005(16) -0.0099(18) C42 0.0273(18) 0.048(2) 0.0291(15) 0.002(4) -0.0004(13) -0.013(4) C43 0.032(3) 0.056(3) 0.050(3) -0.010(2) 0.001(2) 0.008(2) C44 0.053(3) 0.033(2) 0.062(3) -0.006(2) -0.012(3) 0.007(2) C45 0.081(4) 0.040(3) 0.039(3) 0.003(2) 0.000(3) -0.026(3) C46 0.049(3) 0.043(2) 0.038(2) -0.0061(19) 0.021(2) -0.006(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C30 1.841(3) . ? Ir1 C31 2.083(3) . ? Ir1 N1 2.111(2) . ? Ir1 C22 2.146(3) . ? Ir1 N3 2.188(3) . ? Ir1 B1 2.222(3) . ? N1 C5 1.338(4) . ? N1 C1 1.341(4) . ? N2 C5 1.345(4) . ? N2 C7 1.382(5) . ? N2 B1 1.558(7) . ? N3 C8 1.342(4) . ? N3 C12 1.345(4) . ? N4 C12 1.359(4) . ? N4 C14 1.393(4) . ? N4 B1 1.567(4) . ? N5 C15 1.336(4) . ? N5 C19 1.335(5) . ? N6 C21 1.388(4) . ? N6 C19 1.394(5) . ? N6 B1 1.534(7) . ? N7 C31 1.158(3) . ? N7 C32 1.405(3) . ? O1 C30 1.141(4) . ? C1 C2 1.397(4) . ? C1 H1 0.9300 . ? C2 C3 1.387(4) . ? C2 H2 0.9300 . ? C3 C4 1.382(4) . ? C3 H3 0.9300 . ? C4 C5 1.428(4) . ? C4 C6 1.438(4) . ? C6 C7 1.377(5) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.386(5) . ? C8 H8 0.9300 . ? C9 C10 1.386(5) . ? C9 H9 0.9300 . ? C10 C11 1.395(4) . ? C10 H10 0.9300 . ? C11 C12 1.403(4) . ? C11 C13 1.424(4) . ? C13 C14 1.370(4) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C16 1.399(5) . ? C15 H15 0.9300 . ? C16 C17 1.383(5) . ? C16 H16 0.9300 . ? C17 C18 1.404(5) . ? C17 H17 0.9300 . ? C18 C20 1.411(5) . ? C18 C19 1.418(5) . ? C20 C21 1.369(4) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C23 1.537(4) . ? C22 C29 1.541(4) . ? C22 H22 0.9800 . ? C23 C24 1.536(4) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.529(4) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.507(5) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.338(5) . ? C26 H26 0.9300 . ? C27 C28 1.484(4) . ? C27 H27 0.9300 . ? C28 C29 1.542(5) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C32 C38 1.391(4) . ? C32 C33 1.404(4) . ? C33 C35 1.391(4) . ? C33 C34 1.498(4) . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C35 C36 1.391(4) . ? C35 H35 0.9300 . ? C36 C37 1.387(5) . ? C36 H36 0.9300 . ? C37 C38 1.396(4) . ? C37 H37 0.9300 . ? C38 C39 1.497(4) . ? C39 H39A 0.9600 . ? C39 H39B 0.9600 . ? C39 H39C 0.9600 . ? C40 C41 1.501(6) . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 C46 1.369(6) . ? C41 C42 1.370(6) . ? C42 C43 1.371(8) . ? C42 H42 0.9300 . ? C43 C44 1.378(7) . ? C43 H43 0.9300 . ? C44 C45 1.357(7) . ? C44 H44 0.9300 . ? C45 C46 1.408(7) . ? C45 H45 0.9300 . ? C46 H46 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C30 Ir1 C31 93.33(18) . . ? C30 Ir1 N1 169.44(11) . . ? C31 Ir1 N1 97.09(16) . . ? C30 Ir1 C22 93.43(12) . . ? C31 Ir1 C22 92.08(12) . . ? N1 Ir1 C22 84.59(10) . . ? C30 Ir1 N3 94.85(12) . . ? C31 Ir1 N3 96.05(12) . . ? N1 Ir1 N3 85.68(9) . . ? C22 Ir1 N3 168.02(10) . . ? C30 Ir1 B1 87.6(2) . . ? C31 Ir1 B1 176.4(2) . . ? N1 Ir1 B1 82.09(19) . . ? C22 Ir1 B1 91.35(13) . . ? N3 Ir1 B1 80.38(13) . . ? C5 N1 C1 116.4(3) . . ? C5 N1 Ir1 112.01(19) . . ? C1 N1 Ir1 131.6(2) . . ? C5 N2 C7 106.8(3) . . ? C5 N2 B1 118.9(3) . . ? C7 N2 B1 133.3(3) . . ? C8 N3 C12 115.0(3) . . ? C8 N3 Ir1 133.5(2) . . ? C12 N3 Ir1 111.47(19) . . ? C12 N4 C14 105.0(2) . . ? C12 N4 B1 118.7(3) . . ? C14 N4 B1 132.9(2) . . ? C15 N5 C19 114.7(3) . . ? C21 N6 C19 105.8(3) . . ? C21 N6 B1 122.9(3) . . ? C19 N6 B1 130.8(3) . . ? C31 N7 C32 177.8(7) . . ? N6 B1 N2 111.37(19) . . ? N6 B1 N4 107.9(3) . . ? N2 B1 N4 107.7(4) . . ? N6 B1 Ir1 123.1(3) . . ? N2 B1 Ir1 102.9(3) . . ? N4 B1 Ir1 102.79(16) . . ? N1 C1 C2 122.1(3) . . ? N1 C1 H1 119.0 . . ? C2 C1 H1 119.0 . . ? C3 C2 C1 120.9(3) . . ? C3 C2 H2 119.6 . . ? C1 C2 H2 119.6 . . ? C4 C3 C2 118.7(3) . . ? C4 C3 H3 120.6 . . ? C2 C3 H3 120.6 . . ? C3 C4 C5 116.2(3) . . ? C3 C4 C6 139.2(3) . . ? C5 C4 C6 104.6(3) . . ? N1 C5 N2 123.3(3) . . ? N1 C5 C4 125.7(3) . . ? N2 C5 C4 111.0(3) . . ? C7 C6 C4 106.4(3) . . ? C7 C6 H6 126.8 . . ? C4 C6 H6 126.8 . . ? C6 C7 N2 111.2(3) . . ? C6 C7 H7 124.4 . . ? N2 C7 H7 124.4 . . ? N3 C8 C9 122.9(3) . . ? N3 C8 H8 118.6 . . ? C9 C8 H8 118.6 . . ? C10 C9 C8 121.2(3) . . ? C10 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? C9 C10 C11 117.7(3) . . ? C9 C10 H10 121.1 . . ? C11 C10 H10 121.1 . . ? C10 C11 C12 116.4(3) . . ? C10 C11 C13 138.4(3) . . ? C12 C11 C13 105.1(3) . . ? N3 C12 N4 121.5(3) . . ? N3 C12 C11 126.7(3) . . ? N4 C12 C11 111.8(3) . . ? C14 C13 C11 106.7(3) . . ? C14 C13 H13 126.7 . . ? C11 C13 H13 126.7 . . ? C13 C14 N4 111.4(3) . . ? C13 C14 H14 124.3 . . ? N4 C14 H14 124.3 . . ? N5 C15 C16 124.8(3) . . ? N5 C15 H15 117.6 . . ? C16 C15 H15 117.6 . . ? C17 C16 C15 119.7(3) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C16 C17 C18 117.6(3) . . ? C16 C17 H17 121.2 . . ? C18 C17 H17 121.2 . . ? C17 C18 C20 135.8(3) . . ? C17 C18 C19 117.1(4) . . ? C20 C18 C19 107.1(3) . . ? N5 C19 N6 125.1(3) . . ? N5 C19 C18 126.1(4) . . ? N6 C19 C18 108.8(3) . . ? C21 C20 C18 106.6(3) . . ? C21 C20 H20 126.7 . . ? C18 C20 H20 126.7 . . ? C20 C21 N6 111.7(3) . . ? C20 C21 H21 124.2 . . ? N6 C21 H21 124.2 . . ? C23 C22 C29 112.6(3) . . ? C23 C22 Ir1 112.40(19) . . ? C29 C22 Ir1 114.2(2) . . ? C23 C22 H22 105.6 . . ? C29 C22 H22 105.6 . . ? Ir1 C22 H22 105.6 . . ? C24 C23 C22 115.4(2) . . ? C24 C23 H23A 108.4 . . ? C22 C23 H23A 108.4 . . ? C24 C23 H23B 108.4 . . ? C22 C23 H23B 108.4 . . ? H23A C23 H23B 107.5 . . ? C25 C24 C23 115.1(3) . . ? C25 C24 H24A 108.5 . . ? C23 C24 H24A 108.5 . . ? C25 C24 H24B 108.5 . . ? C23 C24 H24B 108.5 . . ? H24A C24 H24B 107.5 . . ? C26 C25 C24 113.9(3) . . ? C26 C25 H25A 108.8 . . ? C24 C25 H25A 108.8 . . ? C26 C25 H25B 108.8 . . ? C24 C25 H25B 108.8 . . ? H25A C25 H25B 107.7 . . ? C27 C26 C25 124.3(3) . . ? C27 C26 H26 117.9 . . ? C25 C26 H26 117.9 . . ? C26 C27 C28 124.2(3) . . ? C26 C27 H27 117.9 . . ? C28 C27 H27 117.9 . . ? C27 C28 C29 112.2(3) . . ? C27 C28 H28A 109.2 . . ? C29 C28 H28A 109.2 . . ? C27 C28 H28B 109.2 . . ? C29 C28 H28B 109.2 . . ? H28A C28 H28B 107.9 . . ? C22 C29 C28 114.2(3) . . ? C22 C29 H29A 108.7 . . ? C28 C29 H29A 108.7 . . ? C22 C29 H29B 108.7 . . ? C28 C29 H29B 108.7 . . ? H29A C29 H29B 107.6 . . ? O1 C30 Ir1 179.6(3) . . ? N7 C31 Ir1 166.7(5) . . ? C38 C32 C33 124.3(3) . . ? C38 C32 N7 118.2(3) . . ? C33 C32 N7 117.5(3) . . ? C35 C33 C32 116.9(3) . . ? C35 C33 C34 122.4(3) . . ? C32 C33 C34 120.6(3) . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C36 C35 C33 120.3(3) . . ? C36 C35 H35 119.8 . . ? C33 C35 H35 119.8 . . ? C37 C36 C35 121.0(3) . . ? C37 C36 H36 119.5 . . ? C35 C36 H36 119.5 . . ? C36 C37 C38 120.9(3) . . ? C36 C37 H37 119.6 . . ? C38 C37 H37 119.6 . . ? C32 C38 C37 116.6(3) . . ? C32 C38 C39 121.9(3) . . ? C37 C38 C39 121.5(3) . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C41 C40 H40A 109.5 . . ? C41 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C41 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C46 C41 C42 118.8(5) . . ? C46 C41 C40 120.0(4) . . ? C42 C41 C40 121.3(5) . . ? C41 C42 C43 120.8(5) . . ? C41 C42 H42 119.6 . . ? C43 C42 H42 119.6 . . ? C42 C43 C44 120.8(4) . . ? C42 C43 H43 119.6 . . ? C44 C43 H43 119.6 . . ? C45 C44 C43 119.2(5) . . ? C45 C44 H44 120.4 . . ? C43 C44 H44 120.4 . . ? C44 C45 C46 119.9(4) . . ? C44 C45 H45 120.1 . . ? C46 C45 H45 120.1 . . ? C41 C46 C45 120.5(4) . . ? C41 C46 H46 119.8 . . ? C45 C46 H46 119.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C30 Ir1 N1 C5 -8.1(8) . . . . ? C31 Ir1 N1 C5 -179.1(2) . . . . ? C22 Ir1 N1 C5 -87.7(2) . . . . ? N3 Ir1 N1 C5 85.3(2) . . . . ? B1 Ir1 N1 C5 4.4(2) . . . . ? C30 Ir1 N1 C1 173.5(6) . . . . ? C31 Ir1 N1 C1 2.4(3) . . . . ? C22 Ir1 N1 C1 93.9(3) . . . . ? N3 Ir1 N1 C1 -93.1(3) . . . . ? B1 Ir1 N1 C1 -174.0(3) . . . . ? C30 Ir1 N3 C8 -106.2(3) . . . . ? C31 Ir1 N3 C8 -12.3(3) . . . . ? N1 Ir1 N3 C8 84.4(3) . . . . ? C22 Ir1 N3 C8 120.2(5) . . . . ? B1 Ir1 N3 C8 167.0(3) . . . . ? C30 Ir1 N3 C12 74.1(2) . . . . ? C31 Ir1 N3 C12 168.0(2) . . . . ? N1 Ir1 N3 C12 -95.3(2) . . . . ? C22 Ir1 N3 C12 -59.5(6) . . . . ? B1 Ir1 N3 C12 -12.6(3) . . . . ? C21 N6 B1 N2 159.7(2) . . . . ? C19 N6 B1 N2 -29.7(5) . . . . ? C21 N6 B1 N4 41.7(4) . . . . ? C19 N6 B1 N4 -147.6(3) . . . . ? C21 N6 B1 Ir1 -77.5(3) . . . . ? C19 N6 B1 Ir1 93.1(4) . . . . ? C5 N2 B1 N6 143.5(3) . . . . ? C7 N2 B1 N6 -50.1(5) . . . . ? C5 N2 B1 N4 -98.3(3) . . . . ? C7 N2 B1 N4 68.0(5) . . . . ? C5 N2 B1 Ir1 9.8(4) . . . . ? C7 N2 B1 Ir1 176.2(3) . . . . ? C12 N4 B1 N6 -155.5(2) . . . . ? C14 N4 B1 N6 49.0(6) . . . . ? C12 N4 B1 N2 84.1(3) . . . . ? C14 N4 B1 N2 -71.4(5) . . . . ? C12 N4 B1 Ir1 -24.1(4) . . . . ? C14 N4 B1 Ir1 -179.6(2) . . . . ? C30 Ir1 B1 N6 44.1(3) . . . . ? C31 Ir1 B1 N6 149(4) . . . . ? N1 Ir1 B1 N6 -133.6(3) . . . . ? C22 Ir1 B1 N6 -49.2(3) . . . . ? N3 Ir1 B1 N6 139.5(3) . . . . ? C30 Ir1 B1 N2 170.7(3) . . . . ? C31 Ir1 B1 N2 -84(4) . . . . ? N1 Ir1 B1 N2 -7.0(2) . . . . ? C22 Ir1 B1 N2 77.3(3) . . . . ? N3 Ir1 B1 N2 -94.0(3) . . . . ? C30 Ir1 B1 N4 -77.5(3) . . . . ? C31 Ir1 B1 N4 28(4) . . . . ? N1 Ir1 B1 N4 104.8(3) . . . . ? C22 Ir1 B1 N4 -170.9(3) . . . . ? N3 Ir1 B1 N4 17.9(3) . . . . ? C5 N1 C1 C2 0.6(5) . . . . ? Ir1 N1 C1 C2 179.0(2) . . . . ? N1 C1 C2 C3 -1.4(5) . . . . ? C1 C2 C3 C4 1.1(5) . . . . ? C2 C3 C4 C5 -0.1(4) . . . . ? C2 C3 C4 C6 -176.9(4) . . . . ? C1 N1 C5 N2 178.9(3) . . . . ? Ir1 N1 C5 N2 0.3(4) . . . . ? C1 N1 C5 C4 0.5(5) . . . . ? Ir1 N1 C5 C4 -178.2(2) . . . . ? C7 N2 C5 N1 -177.3(3) . . . . ? B1 N2 C5 N1 -7.6(5) . . . . ? C7 N2 C5 C4 1.4(4) . . . . ? B1 N2 C5 C4 171.0(3) . . . . ? C3 C4 C5 N1 -0.7(5) . . . . ? C6 C4 C5 N1 177.1(3) . . . . ? C3 C4 C5 N2 -179.3(3) . . . . ? C6 C4 C5 N2 -1.5(4) . . . . ? C3 C4 C6 C7 178.0(4) . . . . ? C5 C4 C6 C7 1.1(4) . . . . ? C4 C6 C7 N2 -0.3(4) . . . . ? C5 N2 C7 C6 -0.7(4) . . . . ? B1 N2 C7 C6 -168.2(4) . . . . ? C12 N3 C8 C9 -3.2(4) . . . . ? Ir1 N3 C8 C9 177.1(2) . . . . ? N3 C8 C9 C10 1.7(5) . . . . ? C8 C9 C10 C11 1.6(4) . . . . ? C9 C10 C11 C12 -3.1(4) . . . . ? C9 C10 C11 C13 177.0(4) . . . . ? C8 N3 C12 N4 -177.6(3) . . . . ? Ir1 N3 C12 N4 2.2(3) . . . . ? C8 N3 C12 C11 1.6(4) . . . . ? Ir1 N3 C12 C11 -178.7(2) . . . . ? C14 N4 C12 N3 177.9(3) . . . . ? B1 N4 C12 N3 16.3(4) . . . . ? C14 N4 C12 C11 -1.3(3) . . . . ? B1 N4 C12 C11 -163.0(3) . . . . ? C10 C11 C12 N3 1.6(5) . . . . ? C13 C11 C12 N3 -178.5(3) . . . . ? C10 C11 C12 N4 -179.2(3) . . . . ? C13 C11 C12 N4 0.7(3) . . . . ? C10 C11 C13 C14 -179.9(4) . . . . ? C12 C11 C13 C14 0.2(3) . . . . ? C11 C13 C14 N4 -1.0(4) . . . . ? C12 N4 C14 C13 1.4(3) . . . . ? B1 N4 C14 C13 159.3(4) . . . . ? C19 N5 C15 C16 -0.1(5) . . . . ? N5 C15 C16 C17 0.0(5) . . . . ? C15 C16 C17 C18 -0.3(5) . . . . ? C16 C17 C18 C20 -178.2(4) . . . . ? C16 C17 C18 C19 0.7(5) . . . . ? C15 N5 C19 N6 178.4(3) . . . . ? C15 N5 C19 C18 0.6(5) . . . . ? C21 N6 C19 N5 -178.0(3) . . . . ? B1 N6 C19 N5 10.2(6) . . . . ? C21 N6 C19 C18 0.2(4) . . . . ? B1 N6 C19 C18 -171.7(3) . . . . ? C17 C18 C19 N5 -0.9(6) . . . . ? C20 C18 C19 N5 178.3(3) . . . . ? C17 C18 C19 N6 -179.0(3) . . . . ? C20 C18 C19 N6 0.1(4) . . . . ? C17 C18 C20 C21 178.5(4) . . . . ? C19 C18 C20 C21 -0.4(4) . . . . ? C18 C20 C21 N6 0.5(4) . . . . ? C19 N6 C21 C20 -0.4(4) . . . . ? B1 N6 C21 C20 172.2(3) . . . . ? C30 Ir1 C22 C23 131.9(2) . . . . ? C31 Ir1 C22 C23 38.4(2) . . . . ? N1 Ir1 C22 C23 -58.5(2) . . . . ? N3 Ir1 C22 C23 -94.4(5) . . . . ? B1 Ir1 C22 C23 -140.5(3) . . . . ? C30 Ir1 C22 C29 2.1(2) . . . . ? C31 Ir1 C22 C29 -91.4(3) . . . . ? N1 Ir1 C22 C29 171.7(2) . . . . ? N3 Ir1 C22 C29 135.8(4) . . . . ? B1 Ir1 C22 C29 89.8(3) . . . . ? C29 C22 C23 C24 -105.3(3) . . . . ? Ir1 C22 C23 C24 124.1(3) . . . . ? C22 C23 C24 C25 77.1(4) . . . . ? C23 C24 C25 C26 -73.4(3) . . . . ? C24 C25 C26 C27 81.0(4) . . . . ? C25 C26 C27 C28 -3.4(5) . . . . ? C26 C27 C28 C29 -91.9(4) . . . . ? C23 C22 C29 C28 51.2(3) . . . . ? Ir1 C22 C29 C28 -179.1(2) . . . . ? C27 C28 C29 C22 53.0(4) . . . . ? C31 Ir1 C30 O1 80(39) . . . . ? N1 Ir1 C30 O1 -91(38) . . . . ? C22 Ir1 C30 O1 -12(39) . . . . ? N3 Ir1 C30 O1 177(100) . . . . ? B1 Ir1 C30 O1 -103(39) . . . . ? C32 N7 C31 Ir1 -31(8) . . . . ? C30 Ir1 C31 N7 0.3(15) . . . . ? N1 Ir1 C31 N7 178.6(14) . . . . ? C22 Ir1 C31 N7 93.8(15) . . . . ? N3 Ir1 C31 N7 -95.0(15) . . . . ? B1 Ir1 C31 N7 -105(5) . . . . ? C31 N7 C32 C38 -29(7) . . . . ? C31 N7 C32 C33 151(7) . . . . ? C38 C32 C33 C35 -0.1(5) . . . . ? N7 C32 C33 C35 179.5(3) . . . . ? C38 C32 C33 C34 -179.2(3) . . . . ? N7 C32 C33 C34 0.4(5) . . . . ? C32 C33 C35 C36 -0.2(5) . . . . ? C34 C33 C35 C36 178.9(3) . . . . ? C33 C35 C36 C37 0.4(5) . . . . ? C35 C36 C37 C38 -0.2(5) . . . . ? C33 C32 C38 C37 0.2(5) . . . . ? N7 C32 C38 C37 -179.4(3) . . . . ? C33 C32 C38 C39 179.4(3) . . . . ? N7 C32 C38 C39 -0.3(5) . . . . ? C36 C37 C38 C32 -0.1(5) . . . . ? C36 C37 C38 C39 -179.2(3) . . . . ? C46 C41 C42 C43 -0.5(6) . . . . ? C40 C41 C42 C43 179.6(4) . . . . ? C41 C42 C43 C44 -0.1(7) . . . . ? C42 C43 C44 C45 -1.0(7) . . . . ? C43 C44 C45 C46 2.7(7) . . . . ? C42 C41 C46 C45 2.3(6) . . . . ? C40 C41 C46 C45 -177.9(4) . . . . ? C44 C45 C46 C41 -3.4(7) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 30.57 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.748 _refine_diff_density_min -0.968 _refine_diff_density_rms 0.107